World Cup 2026, Qualifying tournament, CONCACAF, Second Round, Group A |
 | 10.06.2025 |  | Cuba | – | Bermuda |  | |
| |
World Cup 2026, Qualifying tournament, CONCACAF, Second Round, Group A |
| 04.06.2025 | | Bermuda | – | Cayman Islands |  | |
| |
World Cup 2026, Qualifying tournament, CONCACAF, Second Round, Group A |
| 09.06.2024 | | Bermuda | – | Honduras |  | 1:6 (1:1) |
| Hamilton |
World Cup 2026, Qualifying tournament, CONCACAF, Second Round, Group A |
| 05.06.2024 |  | Antigua and Barbuda | – | Bermuda | | 1:1 (1:0) |
| Piggotts |
World Cup 2022, Qualifying tournament, CONCACAF, Group B |
| 08.06.2021 | | Bermuda | – | Cayman Islands | | 1:1 (0:1) |
| USA, Bradenton IMG Academy |
World Cup 2022, Qualifying tournament, CONCACAF, Group B |
| 04.06.2021 |  | Suriname | – | Bermuda | | 6:0 (4:0) |
| Paramaribo |
World Cup 2022, Qualifying tournament, CONCACAF, Group B |
| 30.03.2021 | | Bermuda | – | Aruba |  | 5:0 (2:0) * |
| USA, Bradenton IMG Academy |
World Cup 2022, Qualifying tournament, CONCACAF, Group B |
| 25.03.2021 |  | Canada | – | Bermuda | | 5:1 (2:0) |
| USA, Orlando |
World Cup 2018, Qualifying tournament, CONCACAF, Second round |
| 15.06.2015 | | Bermuda | – | Guatemala |  | 0:1 (0:1) |
| Hamilton |
World Cup 2018, Qualifying tournament, CONCACAF, Second round |
| 12.06.2015 | | Guatemala | – | Bermuda | | 0:0 |
| Ciudad de Guatemala |
World Cup 2018, Qualifying tournament, CONCACAF, First Round |
| 29.03.2015 | | Bermuda | – | Bahamas |  | 3:0 (0:0) |
| Hamilton |
World Cup 2018, Qualifying tournament, CONCACAF, First Round |
| 25.03.2015 | | Bahamas | – | Bermuda | | 0:5 (0:3) |
| Nassau |
World Cup 2014, Qualifying tournament, CONCACAF, Second round, group B |
| 14.11.2011 |  | Barbados | – | Bermuda | | 1:2 (0:0) |
| Bridgetown |
World Cup 2014, Qualifying tournament, CONCACAF, Second round, group B |
| 11.11.2011 | | Bermuda | – | Barbados | | 2:1 (1:1) |
| Hamilton |
World Cup 2014, Qualifying tournament, CONCACAF, Second round, group B |
| 11.10.2011 | | Bermuda | – | Guyana |  | 1:1 (0:0) |
| Hamilton |
World Cup 2014, Qualifying tournament, CONCACAF, Second round, group B |
| 07.10.2011 | | Bermuda | – | Trinidad and Tobago |  | 2:1 (0:0) |
| Hamilton |
World Cup 2014, Qualifying tournament, CONCACAF, Second round, group B |
| 06.09.2011 | | Guyana | – | Bermuda | | 2:1 (0:0) |
| Providence |
World Cup 2014, Qualifying tournament, CONCACAF, Second round, group B |
| 02.09.2011 | | Trinidad and Tobago | – | Bermuda | | 1:0 (1:0) |
| Port of Spain |
World Cup 2010, Qualifying tournament, CONCACAF, Second round |
| 22.06.2008 | | Bermuda | – | Trinidad and Tobago | | 0:2 (0:1) |
| Hamilton |
World Cup 2010, Qualifying tournament, CONCACAF, Second round |
| 15.06.2008 | | Trinidad and Tobago | – | Bermuda | | 1:2 (1:2) |
| Port of Spain |
World Cup 2010, Qualifying tournament, CONCACAF, First Round |
| 30.03.2008 | | Cayman Islands | – | Bermuda | | 1:3 (0:2) |
| George Town |
World Cup 2010, Qualifying tournament, CONCACAF, First Round |
| 03.02.2008 | | Bermuda | – | Cayman Islands | | 1:1 (1:0) |
| Hamilton |
World Cup 2006, Qualifying tournament, CONCACAF, Second round |
| 20.06.2004 | | Bermuda | – | El Salvador |  | 2:2 (2:2) |
| Hamilton |
World Cup 2006, Qualifying tournament, CONCACAF, Second round |
| 13.06.2004 | | El Salvador | – | Bermuda | | 2:1 (1:1) |
| San Salvador |
World Cup 2006, Qualifying tournament, CONCACAF, First Round |
| 21.03.2004 |  | Montserrat | – | Bermuda | | 0:7 (0:4) |
| Plymouth |
World Cup 2006, Qualifying tournament, CONCACAF, First Round |
| 29.02.2004 | | Bermuda | – | Montserrat | | 13:0 (6:0) |
| Hamilton |
World Cup 2002, Qualifying tournament, CONCACAF, Caribbean Zone, Round 2 |
| 23.04.2000 | | Bermuda | – | Antigua and Barbuda | | 1:1 (0:0) |
| Hamilton |
World Cup 2002, Qualifying tournament, CONCACAF, Caribbean Zone, Round 2 |
| 16.04.2000 | | Antigua and Barbuda | – | Bermuda | | 0:0 |
| St. John's |
World Cup 2002, Qualifying tournament, CONCACAF, Caribbean Zone, Round 1, Group 2 |
| 19.03.2000 | | Bermuda | – | British Virgin Islands |  | 9:0 (2:0) |
| Hamilton |
World Cup 2002, Qualifying tournament, CONCACAF, Caribbean Zone, Round 1, Group 2 |
| 05.03.2000 | | British Virgin Islands | – | Bermuda | | 1:5 (0:4) |
| Road Town |
World Cup 1994, Qualifying tournament, CONCACAF, Second round, group B |
| 06.12.1992 | | Bermuda | – | Canada | | 0:0 |
| Hamilton |
World Cup 1994, Qualifying tournament, CONCACAF, Second round, group B |
| 15.11.1992 | | Canada | – | Bermuda | | 4:2 (2:0) |
| Burnaby |
World Cup 1994, Qualifying tournament, CONCACAF, Second round, group B |
| 08.11.1992 |  | Jamaica | – | Bermuda | | 3:2 (2:0) |
| Kingston |
World Cup 1994, Qualifying tournament, CONCACAF, Second round, group B |
| 01.11.1992 | | El Salvador | – | Bermuda | | 4:1 (2:0) |
| San Salvador |
World Cup 1994, Qualifying tournament, CONCACAF, Second round, group B |
| 25.10.1992 | | Bermuda | – | Jamaica | | 1:1 (0:0) |
| Hamilton |
World Cup 1994, Qualifying tournament, CONCACAF, Second round, group B |
| 18.10.1992 | | Bermuda | – | El Salvador | | 1:0 (0:0) |
| Hamilton |
World Cup 1994, Qualifying tournament, CONCACAF, First Round |
| 04.07.1992 | | Bermuda | – | Antigua and Barbuda | | 2:1 (1:1) |
| Hamilton |
World Cup 1994, Qualifying tournament, CONCACAF, First Round |
| 14.06.1992 | | Antigua and Barbuda | – | Bermuda | | 0:3 (0:1) |
| St. John's |
World Cup 1994, Qualifying tournament, CONCACAF, Second preliminary round |
| 25.05.1992 |  | Haiti | – | Bermuda | | 2:1 (2:1) |
| Port-au-Prince |
World Cup 1994, Qualifying tournament, CONCACAF, Second preliminary round |
| 26.04.1992 | | Bermuda | – | Haiti | | 1:0 (0:0) |
| Hamilton |
World Cup 1970, Qualifying tournament, CONCACAF, First Round, Subgroup A |
| 10.11.1968 | | Bermuda | – | USA |  | 0:2 (0:2) |
| Hamilton |
World Cup 1970, Qualifying tournament, CONCACAF, First Round, Subgroup A |
| 02.11.1968 | | USA | – | Bermuda | | 6:2 (2:1) |
| Kansas City |
World Cup 1970, Qualifying tournament, CONCACAF, First Round, Subgroup A |
| 20.10.1968 | | Bermuda | – | Canada | | 0:0 |
| Hamilton |
World Cup 1970, Qualifying tournament, CONCACAF, First Round, Subgroup A |
| 06.10.1968 | | Canada | – | Bermuda | | 4:0 (3:0) |
| Toronto |
World Cup 1998, Qualifying tournament, CONCACAF, Caribbean Zone, Second Round |
| | | Trinidad and Tobago | – | Bermuda | | +:- |
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